Acetonitrile → Prinaberel

HRID 858238

反応式

HRID 858238 の反応式
F.[Si](O[C:10]1[C:15]2[N:16]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([O:25][Si](C(C)(C)C)(C)C)=[C:21]([F:33])[CH:20]=3)[O:18][C:14]=2[C:13]([CH:34]=[CH2:35])=[CH:12][CH:11]=1)(C(C)(C)C)(C)C.C1C[O:39]CC1.C(#N)C>O>[F:33][C:21]1[CH:20]=[C:19]([C:17]2[O:18][C:14]3[C:13]([CH:34]=[CH2:35])=[CH:12][C:11]([OH:39])=[CH:10][C:15]=3[N:16]=2)[CH:24]=[CH:23][C:22]=1[OH:25]

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 8028TetrahydrofuranHCID 14917Hydrofluoric AcidHCID 86601295HCID 86601295、化合物

生成物 1

HCID 656954Prinaberel収率 81%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
65 °C

実験手順

Hydrofluoric acid (48 wt. % in water, 1 mL) was added into a solution of 5-{([tert-butyl(dimethyl)silyl]oxy}-2-(4-{[tert-butyl(dimethyl)sily]oxy}-3-fluorophenyl)-7-vinyl-1,3-benzoxazole (1.5 g, 3.0 mmol), THF (6 mL) and acetonitrile (3 mL). The reaction mixture was stirred at 65° C. for 8 h, and then poured into water. The precipitated solid was filtered off and dried. Crystallization of the product from acetone/ethyl ether gave a white solid (0.72 g, 81% yield, m.p. 249–251° C.); MS m/e 272 (M+H)+.

後処理

  1. filtrationThe precipitated solid was filtered off
  2. customdried
  3. customCrystallization of the product from acetone/ethyl ether

出典と根拠

ORDレコード
ord-e6ce7e2a55594b68a6a87df01164ca8f
出典データセット
uspto-grants-2006_12
特許番号
US07148247B2

関連ノート

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